Professor D isn’t quite sure what to do with Barbie. She’s got the highest average in the class, but she keeps insisting on hanging around trying to get some extra…

Its time to get really nasty and quit playing around. These horny teens came to the beach to fuck. They head back to the beach house to get naked so…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

Missy Maze, Kayla West, Savannah Snow and Andrea Sky invited their best and hottest friends over for an all female orgy. Every once in a while women just need to…

Tara Ashley is the personal assistant to a business mogul (Jax Slayher) who runs a less-than above board escorting agency. Clients come from around the world to be served by…

Sophia Locke is doing a yard sale and who better to help out than her good neighbor Rion. Now that Sophia is divorced, she wants to live free and ride…

Uploaded: 2024.02.06 2024 Show more…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…

When cute Asian Vina Sky awakens to find that her girlfriend has already left the bed, she decides to get started playing with herself! Sultry Latina Vienna Black comes back…

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Empty Nest (Part 4 of 4): Jennifer’s self-discovery journey has come to an end, and she’s truly a new woman now. After riding along with her stepson Victor and his…

Uploaded: 2024.01.05 2024.01.05 Show more…

Hot Colombian Camila Costa was very horny and only had her gay friend available. She had no choice but to fuck him.

Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

Tittyfucking Fiesta The word of the Cum Fiesta has spread so far and wide, even the one and only Keisha Grey showed up for some dick! And did she ever…

Nick took several pain killer bills but what he didn’t know is that his friend gave him viagra instead. He has had a boner for the past 24hrs and his…

Khloe Kay sits quietly in a makeup chair, dressed in a black robe over a white dress. Gold accents adorn her pretty face as Natalie Mars adds the finishing touches…

Nerd For The Win Blonde Luna Luxe and tattooed brunette Keisha Grey are horny, and they want to bag the captain of the football team! Kaby Snow answers when they…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

The gorgeous Dani Daniels returns for a hot solo performance. Don’t miss out on some quality alone time with this auburn maiden.

Mike is an international playboy based in Paris who is in “the pleasure business” and makes his living by providing his business associates with stunning escorts and playmates during their…

Mae and Seth are both pretty young and innocent, Seth has invited Mae to his families place in the country for that romantic “first time”. Styled with plush crimsons and…

Ivy Lebelle and her husband have a standing appointment every month where they pull down the blinds and engage in some healthy, straightforward sex… Ivy LOVES to fuck however, her…

Jill Taylor has been tasked with getting a handyman to fix the ac unit in the private upstairs room. Can you imagine the surprise when the handyman (Ray Black) walks…

Aubrey doesn’t know why she’s been hired to babysit two legal aged brothers, but her paycheck makes it worth it. But these boys are more interested in banging her than…

Hot Danika Mori is doing some simple yoga stretches in a sexy outfit, while her husband Steve watches. She playfully tries to get Steve to join in with her, but…